N-(phenylsulfonyl)picolinamide derivatives, process for producing the same, and herbicide

Abstract

A herbicide containing as the active ingredient an N-(henylsulfonyl)picolinamide derivative represented by general formula (I) wherein X reprcsents a halogeno, a C 1-4 alkyl, a C 1-4 haloalkyl, a C 1-4 alkoxy, a C 1-4 haloalkoxy, a (C 1-4 alkoxy)carbonyl, a [di(C 1-4 alkyl)amino]sulfonyl, an [N—(C 1-4 alkyl)-N—(C 1-4 alkoxy)amino]sulfonyl, a (C 1-4 alkylamino)sulfonyl, a C 1-4 alkylthio, a C 1-4 alkylsulfinyl, a C 1-4 alkylsulfonyl, or nitro; n is an integer of 0 to 5; Y represets a halogeno, a C 1-4 alkyl, a C 1-4 haloalkyl, a C 1-4 alkoxy, C 1-4 haloalkoxy, a C 1-4 alkylthio, a C 1-4 haloalkylthio, amino, a C 1-4 alkylamino, a di(C 1-4 alkyl)amino, a (C 1-4 alkoxy) C 1-4 alkyl, a (C 1-4 alkylthio) C 1-4 alkyl, or nitro; and m is an integer of 0 to 4. This active ingredient is synthesized by condensing a substituted picolinic acid with a substituted benzenesulfonamide under dehydration, or by reacting the phenyl ester of a substituted picolinic acid with a substituted benzenesulfonamide in the presence of a basic compound.

What is claimed is:  
     
       1. An N-(phenylsulfonyl)picolinamide derivative of the following formula (I′):                    
       wherein 
       X represents halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, (C1-C4 alkoxy)carbonyl group, (di-C1-C4 alkylamino)sulfonyl group, (N—(C1-C4 alkyl)-N—(C1-C4 alkoxy)amino)sulfonyl group, (C1-C4 alkylamino)-sulfonyl group, C1-C4 alkylthio group, C1-C4 alkylsulfinyl group, C1-C4 alkylsulfonyl group or nitro group;  
       n is an integer of 0-3, each X may be identical or different in case of n being 2 or more;  
       Y represents halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C4 alkylthio group, C1-C4 haloalkylthio group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, (C1-C4 alkoxy) C1-C4 alkyl group, (C1-C4 alkylthio) C1-C4 alkyl group or nitro group; and  
       m is an integer of 0-2, each Y may be identical or different in case of m being 2;  
       with the proviso that X is not a methyl group at the para position in formula (I′) when n is 1 and m is 0.  
     
     
       2. A herbicide composition including an active ingredient comprising the N-(phenylsulfonyl)picolinamide derivative according to  claim 1  in admixture with a suitable herbicide preparation aid.